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Biantennary Alkyl Triazole Glycosides by Double-click-Coupling for Water-in-Oil-Emulsification

Year: 2021

Journal: J. Surfactants Deterg., Volume 24, MAY, page 473–482

Authors: Ng, Su Han; Bin Mazlee, Muhammad Taufiq Firdausi; Heidelberg, Thorsten

Organizations: University of Malaya [RG264-13AFR, PG161-2015A]

Keywords: Alkyl triazole glycoside (ATG); Click chemistry; Hydrofuel; Water‐ in‐ oil‐ emulsion

A series of biantennary sugar-based surfactants reflecting glyco-glycero-lipids, in which the ester linkage of the surfactant antipodes was replaced by a triazole, has been synthesized and investigated on their emulsifying potential for water-in-oil systems related to hydrofuel. The results suggest beneficial interactions of the triazole with fossil-derived diesel, whereas corresponding interactions appear to destabilize emulsions in ester-based biodiesel. The highest emulsion stability was observed for 1,3-linked glycerol-isomers, where the glucose-based ATG outperformed the corresponding xylose-analogue exhibiting a significantly higher Krafft temperature. Molecular modeling results relate this behavior to chromonic interactions of the triazole rings.